Thanksgiving Outfit Ideas

Style influencer Jessica Sturdy of Bows & Sequins shares twenty two of her favorite outfits for Thanksgiving weekend.

It’s hard to believe that Thanksgiving is next week! I can’t believe it’s already November, let alone the second half of the month. (Even more so because I’m out of the country and not in my usual environment!) I rounded up over 20 of my favorite fall outfits that would be great for all sorts of Thanksgiving festivities — meeting your boyfriend’s parents, a fancy feast, a casual get-together with your extended family, dinner with your in-laws, turkey trots, or even a super casual afternoon watching TV with loved ones. There’s an outfit here for every occasion!

Chicago fashion blogger Jessica Sturdy of Bows & Sequins wearing a black turtleneck, suede skirt, black over the knee boots, and a long black duster coat.

Quite possibly my favorite outfit ever on the blog! Sophisticated, but with lots of personality. Tuck a turtleneck into a skirt and pair it with over the knee boots and a duster coat for an instant dose of chic. See the full outfit post here!

Chicago fitness blogger Jessica Sturdy of Bows & Sequins wearing lululemon running in Lincoln Park.

Props to you if you’re starting the day with a Turkey Trot! See the full outfit post here.

Fashion blogger Jessica Sturdy of Bows & Sequins wearing a faux fur coat, boyfriend jeans, and pink velvet booties.

A black sweater, boyfriend jeans, and fun velvet booties always look elevated while staying comfortable! Toss a faux fur coat on the top for an extra dose of glam. See the full outfit post here!

Chicago blog Bows & Sequins wearing a striped sweater dress and over the knee boots.

What’s more comfortable than an oversized sweater dress?! Pair it with over the knee boots for a look that’s a bit more fashion-forward. See the full outfit post here!

Chicago fashion blogger Jessica Sturdy of Bows & Sequins wearing a grey turtleneck sweater, boyfriend jeans, and booties.

I love how this outfit is sort of monochromatic with the gray sweater, gray booties, and light wash boyfriend jeans. You could swap the booties for sneakers for something a little more low key. See the full outfit post here!

Chicago style blogger Jessica Sturdy of Bows & Sequins wearing a pleated skirt with glitter ankle strap heels.

This is an outfit I always find myself repeating in the fall! Tuck a sweater into a pleated skirt and top it off with a belt for some style interest. See the full outfit post here!

Fashion blogger Jessica Sturdy of Bows & Sequins wearing a double pom pom beanie.

A fun hat is a great way to spice up a casual outfit and add some extra warmth, too. See the full outfit post here!

Fashion and style blogger Jessica Sturdy of Bows & Sequins wearing a gingham vest, Yankees hat, and sweater at a pumpkin patch in Chicago.

One of my favorite fall outfits ever on the blog! A quilted vest over a sweater never goes out of style. See the full outfit post here!

Chicago fashion influencer wearing a black sweater, black gucci belt with gold GG, skinny jeans, over the knee boots, and a fur handbag.

It’s no secret I’m a fan of dark neutrals all winter long! A statement belt with a mostly black outfit always looks chic. See the full outfit post here!

Chicago lifestyle blogger Jessica Sturdy of Bows & Sequins wearing a Barbour jacket, plaid scarf, and cable knit beanie at a tree farm in Chicago.

Going to pick out your Christmas tree after Thanksgiving? Check out this post featuring some favorite boots and cold-weather accessories.

Chicago lifestyle influencer Jessica Sturdy of Bows & Sequins wearing a leopard coat with boyfriend jeans and black ankle booties.

I call this my uniform all fall and winter long! Boyfriend jeans, booties, a simple top, and a statement coat. See the full outfit post here!

Chicago lifestyle influencer Jessica Sturdy of Bows & Sequins wearing a black ruffled sleeve sweater with a green suede skirt and black over the knee boots.

If you’re feeling a little fancier for feasting, this ruffled-sleeve sweater with a suede skirt and OTK boots will do the trick. See the full outfit post here!

Chicago influencer Bows & Sequins wearing a long camel coat with a black turtleneck, boyfriend jeans, and black loafers.

Keep it cas’ with light wash jeans, leather slides, and a turtleneck. Toss on a long camel coat for a little something extra! See the full outfit post here.

Chicago fashion and beauty influencer Jessica Sturdy of Bows & Sequins wearing a striped sweater and quilted Barbour coat during the fall.

A fun, patterned sweater takes a simple sweater and jeans look up a notch! See the full outfit post here.

Chicago beauty blogger Jessica Sturdy of Bows & Sequins wearing a plaid blanket scarf with a fur pom pom hat at a tree farm.

A plaid blanket scarf makes any outfit a little extra festive! See the full outfit post here.

Chicago style blogger Bows & Sequins wearing a plaid shirt with a sparkly tweed skirt and over the knee boots.

Can’t go wrong with festive plaid and a sparkly tweed skirt! Add over the knee boots for a little extra personality. See the full outfit post here!

Health and fitness blogger Jessica Sturdy of Bows & Sequins wearing a black Barbour puffy coat with black jeans and sneakers.

Ain’t no shame in keeping it super casual on Thanksgiving! Here, I paired ripped jeans with some cool black sneakers and called it a day. See the full outfit post here!

Fashion and travel blogger Jessica Sturdy of Bows & Sequins wearing an oversized cashmere scarf, skinny jeans, and booties for wine tasting in Napa.

I wore this outfit in Napa two falls ago and it would be perfect to repeat for Thanksgiving! A slouchy sweater allows for maximum consumption. 😉 The oversized scarf and patterned booties ad a fun touch! See the full outfit post here.

Chicago fashion blog Bows & Sequins wearing a suede skirt and oversized sweater during the fall in Gold Coast.

Wearing a skirt with a sweater is one of my favorite fall looks! Here, I paired an chunky knit sweater with a suede skirt and simple pointed-toe ballet flats. See the full outfit post here!

Top Chicago blogger Jessica Sturdy of Bows & Sequins wearing a tunic sweater and skinny jeans in the fall in Lincoln Park.

You can’t go wrong with a simple tunic sweater with skinny jeans and pointed-toe heels! I bought this sleeveless option a few years ago and I love it layered with a thin turtleneck underneath. See the full outfit post here!

Style blog Bows & Sequins wearing a fairisle sweater at a tree farm in Chicago.

Keep cozy in a fairisle sweater with ripped jeans! See the full outfit post here.

Chicago blogger Jessica Sturdy of Bows & Sequins wearing white jeans, black booties, a navy coat, and a white pom pom fur beanie.

White jeans are still okay to wear! Root them with dark neutrals for an unexpected look. See the full outfit here!

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